Search Cheap Flights to
Windsor

Name: North Star Lodge and Resort
Rating: 8.4

Great views of Vermont and New Hampshire.

Photo by William E Berry Jr.

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Windsor Flights as Low as $376

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

All deals

One way

Roundtrip

Mon, Sep 1 - Wed, Sep 10

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$376

Roundtrip

found 1 day ago

Thu, Sep 4 - Thu, Sep 11

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$380

Roundtrip

found 1 day ago

Mon, Sep 1 - Wed, Sep 10

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$386

Roundtrip

found 1 day ago

Tue, Sep 2 - Thu, Sep 11

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$386

Roundtrip

found 1 day ago

Tue, Sep 2 - Sat, Sep 13

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$387

Roundtrip

found 2 days ago

Sat, Sep 13 - Sat, Sep 13

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$390

Roundtrip

found 5 days ago

Thu, Sep 4 - Fri, Sep 12

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$390

Roundtrip

found 1 day ago

Thu, Sep 11 - Sat, Sep 13

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$391

Roundtrip

found 5 days ago

Thu, Sep 11 - Sat, Sep 13

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$395

Roundtrip

found 5 days ago

Tue, Sep 2 - Fri, Sep 12

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$396

Roundtrip

found 1 day ago

Tue, Sep 2 - Sat, Sep 13

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$397

Roundtrip

found 2 days ago

Sun, Sep 14 - Wed, Sep 17

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$398

Roundtrip

found 5 days ago

Thu, Sep 11 - Sat, Sep 13

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$399

Roundtrip

found 5 days ago

Mon, Sep 1 - Wed, Sep 10

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$400

Roundtrip

found 1 day ago

Thu, Sep 11 - Sat, Sep 13

DCA

Ronald Reagan Washington National

LEB

Lebanon Municipal

$401

Roundtrip

found 5 days ago

Wed, Sep 17 - Tue, Oct 21

AUS

Austin-Bergstrom Intl.

LEB

Lebanon Municipal

$453

Roundtrip

found 19 hours ago

Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the VSF airport.

What is the cheapest month to fly to Windsor?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windsor are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Windsor.

What airport is best to fly into Windsor?

When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Lebanon Municipal Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $376, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windsor?

The trick to saving a stack of cash on your flight to Windsor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $376 right now, why wait?

Windsor Flight Information
Destination airport	Lebanon Municipal
Destination airport IATA code	LEB
Roundtrip price	$314

Last Minute Hotel Deals in Windsor

White River Inn and Suites

91 Ballardvale Drive, White River Junction, VT

Book a stay at this business-friendly hotel in White River Junction. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...

7/10 Good! (1,012 reviews)

"Excellent Stay! Great location!"

Reviewed on Jul 29, 2025

Get rates

Super 8 by Wyndham White River Junction

442 North Hartland Rd, I-91 Exit 11 Rt 5 S 1/4 Mile, White River Junction, VT

Book a stay at this business-friendly motel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...

6.4/10 (1,010 reviews)

"Great place for the price."

Reviewed on Jul 27, 2025

Get rates

Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT

Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

9.2/10 Wonderful! (528 reviews)

"Really enjoyed our stay."

Reviewed on Jul 18, 2025

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Fireside Inn & Suites West Lebanon

25 Airport Road, West Lebanon, NH

Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in ...

8/10 Very Good! (1,001 reviews)

"This is my Goto spot when I’m in town! They have everything I need and it feels like home."

Reviewed on Jul 30, 2025

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Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd, Killington, VT

Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...

7.2/10 Good! (1,000 reviews)

"Very nice place"

Reviewed on Jul 27, 2025

Get rates

Align Inn Vermont

5817 Woodstock Rd, Quechee, VT

Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

9.2/10 Wonderful! (1,001 reviews)

"The staff is exceptional. Very clean and convenient and you talk to real people on the phone."

Reviewed on Jul 28, 2025

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Hampton Inn White River Junction

104 Ballardvale Dr, White River Junction, VT

Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...

8.4/10 Very Good! (1,009 reviews)

"Easy and clean hotel experience"

Reviewed on Jul 28, 2025

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North Star Lodge and Resort

78 Weathervane Dr, Killington, VT

Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...

8.4/10 Very Good! (1,013 reviews)

Great location!

"Great location for our trip. We were visiting family in Rutland but wanted to stay out of the city. Fun to be near Killington access road. Lots of fun bars and restaurants open all year. We walked to The Foundry which was excellent. Hotel gives 1970’s ski chalet vibes. The room was fine. Could use ..."

Reviewed on Jul 28, 2025

Get rates

See all 2,579 properties in Windsor

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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